Divergent access to α-carbonyl-α′-vinyl sulfoxonium ylides and polysubstituted furans from β-ketosulfoxonium ylides and ynone-esters
| Title | Divergent access to α-carbonyl-α′-vinyl sulfoxonium ylides and polysubstituted furans from β-ketosulfoxonium ylides and ynone-esters |
| Publication Type | Journal Article |
| Year of Publication | 2025 |
| Authors | Ingale, SR, Sahu, MRanjan, Borade, BR, Gamidi, RKrishna, Kontham, R |
| Journal | Journal of Organic Chemistry |
| Volume | 90 |
| Issue | 18 |
| Pagination | 6186-6207 |
| Date Published | APR |
| Type of Article | Article |
| ISSN | 0022-3263 |
| Abstract | Here, we describe the synthesis of novel alpha-carbonyl-alpha `-vinyl sulfoxonium ylides under ambient, catalyst-free, and additive-free conditions, demonstrating broad substrate scope and scalability using beta-ketosulfoxonium ylides and alpha-ynone-esters. Furthermore, these ylides serve as versatile intermediates for the synthesis of highly substituted furans via Br & oslash;nsted acid (p-TsOH) catalysis at 130 degrees C. This approach offers key advantages, including wide substrate compatibility, divergent product formation from common precursors, gram-scale feasibility, and good to excellent yields. |
| DOI | 10.1021/acs.joc.5c00245 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 3.2 |
Divison category:
Center for Material Characterization (CMC)
Organic Chemistry
Database:
Web of Science (WoS)